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153 Main Street

Middlefield, Connecticut 06481

ACTIVE - NEW$80,000
Beds
2
Baths
1
SqFt
1,218
Acres
0.31
Year Built
1840
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

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About This Home

Attention investors, contractors and renovation enthusiasts! This 2-bedroom, 1-bath home offering 1,218 square feet on .31 acres presents an opportunity for a complete renovation or potential teardown. The property is in distressed condition and requires extensive repairs throughout. Condition of the foundation, well, septic, mechanical systems and utilities are unknown. Property is being sold strictly AS-IS, WHERE-IS, with any personal property and contents remaining at the time of closing to convey with the property. Seller will not make repairs, improvements or concessions. Property will not qualify for traditional financing. Buyer and buyer's representatives are responsible for all due diligence regarding the property, its condition and potential future use. Bring your vision and explore the possibilities this property may offer.

Key Facts

City/Town
Middlefield
Neighborhood
Rockfall
Property / Style
Single Family · Antique
Year Built
1840
Days on Market
0 days
Beds
2
Baths
1 full
Living Area
1,218 sq ft
Lot Size
0.31 acres
Property Taxes
$3,711 / Annually

Market Snapshot

The Middlefield Market

Single Family · trailing 12 months

Median Days on Market

29

5 active listings

Median $ / Sq Ft

$226

5 active listings

Sale-to-List Ratio

101.6%

35 sales

How this home compares

List Price

$80,000

vs $595,000 median

86.6% below median

Price / Sq Ft

$66

vs $226 median

70.8% below median

Days on Market

0 days

vs 29 days median

29 days fresher than median

Based on 5 active and 35 closed sales (trailing 12 mo) of single family in Middlefield. Source: SmartMLS · As of October 1, 2026.

Location

153 Main Street, Middlefield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$763

per month

  • Principal & Interest$427
  • Property Taxes$309
  • Insurance$27
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Middlefield
Neighborhood
Rockfall
County
Middlesex

Residence

Property Type
Single Family
Style
Antique
Year Built
1840
New Construction
No/Resale
Living Area
1,218 sq ft

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
None
Appliances
Oven/RangeRefrigerator
Basement
Full
In-Law Apartment
No

Exterior & Lot

Lot Size
0.31 acres
Zoning
HD2
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Aluminum
Color
green/brick
Roof
Asphalt Shingle
Foundation
Stone
Lot Description
Level Lot

Listing & Financials

Property Taxes
$3,711 / Annually
Days on Market
0
MLS #
24210134
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Heather Chirumbolo

(203) 509-1071

Berkshire Hathaway NE Prop.

(860) 621-6821

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/1/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 10/1/2026 at 4:00 AM UTC.